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$649,900

Active

385 Sir Walter Drive

Cheshire, Connecticut, 06410 · New Haven County

3

Beds

3

Baths

2,214

Sq Ft

1961

Built

MLS # 24211153

Price / Sq Ft

$294

Property Type

Single Family For Sale

Lot Size

1.01

Class

Property

About This Property

Welcome to this immaculate Colonial nestled in a desirable neighborhood on a level, one-acre lot! This move-in-ready, 3-bedroom, 2.5-bath home offers numerous updates and exceptional living spaces with so much flexibility. The spacious and bright front to back living room features crown molding and fireplace while the formal dining room showcases classic shadow box trim. The custom renovated kitchen features abundant cabinetry, quartz countertops, tile backsplash, newer appliances, and a breakfast bar overlooking the family room which offers built-ins and a window seat. The spectacular sun drenched Great Room boasts a soaring ceiling punctuated with exposed beams, walls of windows, and a stone fireplace with pellet-stove insert that can heat the entire first floor. Upstairs, the expanded primary bedroom includes a fully updated bath and two custom California closets. Additional updates include a new roof, updated windows, and more! This home features fully paid-off solar panels that generate approximately 114% of the home's annual electricity usage, resulting in no electric bills over the past year, making electric heating even more desirable and are under warranty through 2048! Outside, enjoy the level yard with professional landscaping and newer composite deck-perfect for relaxing or entertaining. A wonderful blend of character, comfort, updates, energy efficiency and no electric bills, this home will check all the boxes!

Property Details

385 Sir Walter Drive, Cheshire Connecticut 06410 — Single Family For Sale listed at $649,900.

At a Glance

3

Bedrooms

3

Bathrooms

2,214

Sq Ft

1.01

Lot Size

--

Garage

1961

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew Haven
Address385 Sir Walter Drive
MLS Number24211153
Year Built1961
Square Footage2,214
Lot Size1.01
Bedrooms3
Bathrooms3
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedOven/Range,Microwave,Range Hood,Refrigerator,Dishwasher,Washer,Dryer
ColorCream
Lockbox Locationfront door
Parcel Number1086074
Parking Total Spaces4
ZoningR-40

Financial

Assessed Value300860
Mil Rate Total31.36
Property Tax9435
Tax YearJuly 2026-June 2027

Property Features

Attic DescriptionAccess Via Hatch
Attic YN1
Basement DescriptionFull
Cooling SystemSplit System
Driveway TypePrivate,Paved
Exterior FeaturesDeck,Gutters,Hot Tub
Exterior SidingVinyl Siding
Fireplaces Total2
Foundation TypeConcrete
Garage ParkingAttached Garage,Driveway
Garages Number2
Heat Fuel TypeElectric
Heat TypeBaseboard
Hot Water DescriptionElectric,Upright Tank
Interior FeaturesAuto Garage Door Opener,Cable - Available
Roof InformationAsphalt Shingle

All Photos (40)

MARKET CONTEXTCheshire →
Town Median+34% vs list
$485,000
Cheshire, CT
Mill Rate
33.93
New Haven County
NYC Commute
130 min
door-to-door estimate
Schools
A
3 graded
LOADING COMP CLOUD…

This listing is +34% vs the Cheshire median. Verify against same-school-district comps before competing offers.

Contact Daniela Volo

Fill out the form below and we will respond promptly.

Affordability Calculator

$649,900

Down Payment$129,980
Loan Amount$519,920
Principal & Interest$3,286/mo
Property Tax$650/mo
Insurance$100/mo
Est. Monthly$4,036/mo

Listing Agent

D

Daniela Volo

Calcagni Real Estate

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24211153
Last Updated2026-10-11